2941-23-3

Usage

Uses

Used in Organic Synthesis:
2-Amino-1-cyclopentene-1-carbonitrile is used as a key intermediate in the synthesis of a wide range of organic compounds. Its unique structure allows for various chemical reactions, making it a versatile building block in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Amino-1-cyclopentene-1-carbonitrile is utilized as a reagent in the synthesis of various drugs. Its presence in the molecular structure of these drugs contributes to their therapeutic properties.
Used in Agrochemicals:
2-Amino-1-cyclopentene-1-carbonitrile is also employed in the development of agrochemicals, such as pesticides and herbicides. Its incorporation into these products helps to enhance their effectiveness in controlling pests and weeds.
Used in Dye Industry:
In the dye industry, 2-Amino-1-cyclopentene-1-carbonitrile is used as a raw material for the production of various dyes. Its unique chemical properties enable the creation of dyes with specific color characteristics and properties.
Used in Tacrine-Huperzine A Hybrids Synthesis:
2-Amino-1-cyclopentene-1-carbonitrile is used as a reagent in the synthesis of tacrine-huperzine A hybrids, which are acetylcholinesterase inhibitors. These hybrids have potential applications in the treatment of neurological disorders, such as Alzheimer's disease, by enhancing cognitive function and memory.

Physical Form

Liquid

InChI:InChI=1/C6H8N2/c7-4-5-2-1-3-6(5)8/h1-3,8H2

Upstream product

• 111-69-3 hexanedinitrile 
• 1558-81-2 1-carbethoxy-1-cyanocyclopropane 
• 628-94-4 adipamide 

Downstream Products

• 101289-40-1 2-(3,4,5-trimethoxy-benzoylamino)-cyclopent-1-enecarbonitrile 
• 106273-42-1 N-(2-cyano-cyclopent-1-enyl)-benzamide 
• 26979-06-6 4-amino-6,7-dihydro-5H-cyclopenta[1,2-d]pyrimidine 
• 21544-02-5 trans-2-aminomethyl-cyclopentylamine 
• 62732-44-9 NIK₂₄₇ 
• 58996-10-4 4'-Oxo-spiropyrimidin> 
• 130427-01-9 2-methyl-4-amino-5,6-trimethylene-pyridine-3-carboxylic acid methyl ester 
• 62732-43-8 2‐azatricyclo[7.3.0.0^3,7]dodeca‐1,3(7),8‐trien‐8‐amine 
• 78018-73-2 2,4-diphenyl-6,7-dihidro-5H-cyclopentapyridine 
• 62732-45-0 1,2,3,5,6,7,8,9-Octahydro-cyclohepta[b]cyclopenta[e]pyridin-10-ylamine 
• 2941-29-9 2-oxocyclopentanecarbonitrile 
• 80501-45-7 2-amino-cyclopentanecarbonitrile 

Relevant academic research and scientific papers

A new bactericidal lead structure for the protection of materials

Our search for a new broad spectrum bactericide for preserving materials lead to the discovery of a highly active bicyclic amine (1) and a number of derivatives. The synthesis and biological evaluation as well as a first toxicological assessment of these compounds are described. Compound 1 shows strong bactericidal activity down to levels of below 100 ppm but unfortunately increases the number of mutations in Ames tests.

SULFONIMIDAMIDE COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY

In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured: (Formula AA) or a pharmaceutically acceptable salt thereof, wherein the variables shown in Formula A can be as defined anywhere herein.

3D-QSAR pharmacophore modelling, virtual screening and docking studies for lead discovery of a novel scaffold for VEGFR 2 inhibitors: Design, synthesis and biological evaluation

A series of novel 6,7-dihydro-5H-cyclopenta[d]pyrimidine derivatives was successfully designed, synthesized and evaluated as a new chemical scaffold with vascular endothelial growth factor receptor (VEGFR 2) inhibitory activity. Compounds 6c and 6b showed enzyme inhibition of 97% and 87% at 10 μM, respectively, and exhibited potent dose-related VEGFR 2 inhibition with IC50 values of 0.85 μM and 2.26 μM, respectively. The design of the 6,7-dihydro-5H-cyclopenta[d]pyrimidine scaffold was implemented via consecutive molecular modelling protocols prior to the synthesis and biological evaluation of the derivatives. First, sorafenib was docked in the binding site of VEGFR 2 to study its binding orientation and affinity, followed by the generation of a valid 3D QSAR pharmacophore model for use in the virtual screening of different 3D databases. Structures with promising pharmacophore-based virtual screening results were refined using molecular docking studies in the binding site of VEGFR 2. A novel scaffold was designed by incorporating the results of the pharmacophore model generation and molecular docking studies. The new scaffold showed hydrophobic interactions with the kinase front pocket that may be attributed to increasing residence time in VEGFR 2, which is a key success factor for ligand optimization in drug discovery. Different derivatives of the novel scaffold were validated using docking studies and pharmacophore mapping, where they exhibited promising results as VEGFR 2 inhibitors to be synthesized and biologically evaluated. 6,7-dihydro-5H-cyclopenta[d]pyrimidine is a new scaffold that can be further optimized for the synthesis of promising VEGFR 2 inhibitors.

Development, Scope, and Applications of Titanium(III)-Catalyzed Cyclizations to Aminated N-Heterocycles

The exceptionally mild conditions of a titanium(III)-catalyzed cyclization reaction paired with a convenient acid/base extraction have enabled the straightforward synthesis, isolation, and direct N-functionalization of amino heterocycles such as 3-aminoindoles and -pyrroles. The unprotected heterocycles are ideal building blocks for the installation of aminated indoles and pyrroles into target molecules, but their sensitivity has previously impeded their synthesis by modern catalytic methods. This full paper presents the development and extended scope of the new cyclization methodology. The transformation of the products into fused bis-indoles is also demonstrated along with the discovery of an unusual palladium-catalyzed reductive biphenyl coupling reaction. The titanium(III)-catalyzed cyclization has also been applied to the synthesis of substituted 3-iminoindolines, which are of potential interest for applications in natural product synthesis and exhibit tunable blue-to-green fluorescence properties.

Copper-catalyzed oxidative ring closure of ortho-cyanoanilides with hypervalent iodonium salts: Arylation-ring closure approach to iminobenzoxazines

A novel, highly modular synthetic methodology with high functional group tolerance was developed for the construction of iminobenzoxazine derivatives from ortho-cyanoanilides and diaryliodonium triflates via an oxidative arylation-cyclization path. The reaction is supposed to involve the formation of highly active aryl-copper(III) species. In this novel transformation, copper(II) triflate was used as catalyst in 1,2-dichloroethane or ethyl acetate and the reaction takes place at 75 °C in 2-16 h.

Rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles

The rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles was investigated by using monophosphine and bisphosphine ligands. It was found that an Rh-QuinoxP complex exhibited high enantioselectivities for β-aryl substituted β-acetylamino acrylonitriles and the Rh-JosiPhos CyPF-t-Bu complex was proven to be effective for the hydrogenation of tetrasubstituted olefins from cyclic β-acetylamino acrylonitriles.

PYRROLOPYRAZINE DERIVATIVES AS SYK AND JAK INHIBITORS

The present invention relates to the use of novel pyrrolopyrazine derivatives of Formula (I), wherein the variables Q and R1 and R2 are defined as described herein, which inhibit JAK and SYK and are useful for the treatment of auto-immune and inflammatory diseases.

Niacin receptor agonists, compositions containing such compounds and methods of treatment

The present invention encompasses compounds of Formula I: as well as pharmaceutically acceptable salts and hydrates thereof, that are useful for treating atherosclerosis, dyslipidemias and the like. Pharmaceutical compositions and methods of use are also included.

Synthesis and microbial transformation of β-amino nitriles

Rhodococcus equi A4, Rhodococcus erythropolis NCIMB 11540 and Rhodococcus sp. R312 were investigated towards their ability to produce β-amino amides and acids from β-amino nitriles. The microorganisms show comparable trends: five-membered alicyclic 2-amino nitriles were transformed significantly faster than the six-membered compounds and the products of trans-2-amino nitriles (amides and acids) were formed considerably faster than the cis-counterparts (amides). The trans-five membered nitriles gave the amides (1b, 5b) in excellent enantiomeric excess (94-99%), the biotransformation of trans-six membered substrates resulted in the formation of the acid (3c, 7c) in excellent ee (87-99%). The ee's of the cis-compounds were throughout lower. Fifteen new substances were synthesized and characterized in the course of this work.

Method for simultaneous production of 6-aminocapronitrile and hexamethylenediamine

A process for the coproduction of 6-aminocapronitrile and hexamethylenediamine starting from adiponitrile bya) hydrogenating adiponitrile in the presence of a catalyst comprising an element of the eighth transition group as catalytically active component, to obtain a mixture comprising 6-aminocapronitrile, hexamethylenediamine, adiponitrile and high boilers,b) distillatively removing hexamethylenediamine from the mixture comprising 6-aminocapronitrile, hexamethylenediamine, adiponitrile and high boilers, and eitherc1) distillatively removing 6-aminocapronitrile, and thend1) distillatively removing adiponitrile, orc2) simultaneously distillatively removing 6-aminocapronitrile and adiponitrile into separate fractions is characterized by base of column temperatures below 185° C. in steps d1) or c2).